Litchfield, CT Homes

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  /28

  $264,900

  • 3 Beds
  • 1 Bath
  • 1,058 Sq Ft

  22 Stanton Ave, Winsted, CT 06098

  Welcome to this well-maintained 3-bedroom, 1-bathroom home located on a quiet street in the heart of Winsted. Offering 1,058 square feet of comfortable living space, this home features beautiful hardwood floors throughout and a practical layout ideal for everyday living. The kitchen includes a gas range, and the home is equipped with efficient natural gas heating and hot water, helping to keep

  Jeffrey Liskin Northwest CT Realty

  22 Stanton Ave, Winsted, CT 06098
• 

  

  

  /11

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Townhouse for Rent

  188 E Lake St, Winsted, CT 06098

  Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity. The apartment features a spacious living area, a fully equipped kitchen, huge primary bedroom with lake views, dedicated office space and in unit laundry. Whether you are looking for a peaceful

  Annie Simard LPT Realty

  188 E Lake St, Winsted, CT 06098
• 

  $120,000 Sold Jul 08, 2025

  • 570 Sq Ft
  • $211/SF
  • 3 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1984

  11 Gibbs St Unit 7, Winsted, CT 06098

  Welcome to easy, one-level living in this rarely available unit at Gilbert Commons! This well-maintained 1 bedroom, 1 full bathroom condo offers approximately 570 square feet of comfortable living space with plenty of natural light and privacy. Inside, you'll find a spacious living room, a well-appointed kitchen with generous cabinet storage, and your own dedicated laundry room. The modest

  David Sartirana Northwest CT Realty

  11 Gibbs St Unit 7, Winsted, CT 06098
• 

  Est $1,121,362 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,963 Sq Ft

  411 W Wakefield Blvd, Winsted, CT 06098

  411 W Wakefield Blvd, Winsted, CT 06098
• 

  

  

  /27

  $375,000

  • 3 Beds
  • 3,660 Sq Ft

  57 Main St, Winsted, CT 06098

  Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

  Stacy LaQuerre Regall Realty, LLC

  57 Main St, Winsted, CT 06098
• 

  $314,000 Sold Jul 03, 2025

  • 1,480 Sq Ft
  • $212/SF
  • 64 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  150 Mathew Rd, Winsted, CT 06098

  Highland Lake, 3 Bedroom, 2 Bath, well maintained home. Lake views, newer appliances, hardwood floors, move-in ready, lake rights. 6,500 watt whole house generator. 8x12 shed with power, 35 Amp out side outlet for camper, working chimney for wood stove on lower level, ASSUMABLE MORTGAGE!

  Josh Dionne Commercial Services Realty

  150 Mathew Rd, Winsted, CT 06098
• 

  Est $288,856 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  17 Colony Dr, Winsted, CT 06098

  17 Colony Dr, Winsted, CT 06098
• 

  

  /28

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,744 Sq Ft

  179 Gilbert Ave, Winsted, CT 06098

  Welcome to 179 Gilbert Avenue! This charming Ranch-style home offers a total of over 1,700 square feet of comfortable living space, with 1,144 sq ft on the main level featuring a cozy living room, an eat-in kitchen, full bathroom, and three bedrooms. The finished lower level adds approximately 600 sq ft and provides great flexibility with a spacious family room, a second full bath, and an

  David Sartirana Northwest CT Realty

  179 Gilbert Ave, Winsted, CT 06098
• 

  $225,000 Sold Jul 03, 2025

  • 1,612 Sq Ft
  • $140/SF
  • 166 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  39 Baker St, Winsted, CT 06098

  Wonderful opportunity to own a 2 family with a newer 2 car garage. Home has gas heat. Wood floors thru out, in need of refinishing. Updated cabinets in kitchens; in need of flooring and appliances. Units each have their own heat and laundry hook ups. Wonderful front covered porches. Private back deck 12x12. Thermal paned windows thru out. Property in need of cosmetic updates, TLC. Subject to

  Christine Hunter Hunter Real Estate, LLC

  39 Baker St, Winsted, CT 06098
• 

  Est $621,496 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,318 Sq Ft

  715 W Wakefield Blvd, Winsted, CT 06098

  715 W Wakefield Blvd, Winsted, CT 06098
• 

  

  /20

  $259,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,334 Sq Ft

  22 Curtice St, Winsted, CT 06098

  Step into timeless elegance with this beautifully updated colonial-style home, where classic charm meets modern convenience. Gleaming hardwood floors flow seamlessly throughout the main living areas, creating a warm and inviting atmosphere. The fully renovated kitchen is a chef's dream, featuring premium finishes, sleek countertops, and top-of-the-line appliances. Upstairs, you'll find spacious

  Terence Dominick Complete Real Estate

  22 Curtice St, Winsted, CT 06098
• 

  $1,575,000 Sold Jun 30, 2025

  • 2,687 Sq Ft
  • $586/SF
  • 316 Days On Market

  • 7 Beds
  • 4 Baths
  • Built 1890

  508 W Wakefield Blvd, Winsted, CT 06098

  Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong

  Pierre Moran William Pitt Sotheby's Int'l

  508 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $262,912 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,176 Sq Ft

  159 Pratt St, Winsted, CT 06098

  159 Pratt St, Winsted, CT 06098
• 

  

  /10

  $235,000

  • 2 Beds
  • 1 Bath
  • 768 Sq Ft

  130 Stanton Ave, Winsted, CT 06098

  Step right into effortless living with this charming 2bedroom ranch-style home, nestled right in town and wrapped in durable, lowmaintenance vinyl siding. As you approach, you'll appreciate the tidy curb appeal and generous driveway-perfect for guests or extra vehicles. Inside, an open concept living and dining area welcomes you with abundant natural light and easy flow, ideal for both everyday

  David D'Amore Northwest CT Realty

  130 Stanton Ave, Winsted, CT 06098
• 

  $950,000 Sold Jun 27, 2025

  • 3,216 Sq Ft
  • $295/SF
  • 55 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2008

  355 W Lake St, Winsted, CT 06098

  Sweeping Views, Exceptional Craftsmanship, and Lake Life at Its Finest.Set on a rare half-acre double lot across from Highland Lake, this custom-built 5-6 bedroom home offers panoramic views over First Bay and deeded dock access just steps from your front door-perfectly positioned beside Holland Beach for the ultimate lake lifestyle. Thoughtfully designed and meticulously maintained, the home

  David Sartirana Northwest CT Realty

  355 W Lake St, Winsted, CT 06098
• 

  Est $158,958 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,600 Sq Ft

  17 Front St, Winsted, CT 06098

  17 Front St, Winsted, CT 06098
• 

  

  /5

  $229,000

  • 3 Beds
  • 1.5 Baths
  • 976 Sq Ft

  1 Hamill Dr, Winsted, CT 06098

  This 1973 raised ranch is a charming home tucked away on a peaceful cul-de-sac in the country. The home features three bedrooms, providing ample space for your family or guests. The 1.5 bathrooms are functional, with the potential for some updates to bring them up to modern standards. The living area is spacious, and with its raised ranch design, it has the potential for a finished lower level

  Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098
• 

  $157,500 Sold Jun 26, 2025

  • 992 Sq Ft
  • $159/SF
  • 3 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1986

  19 Riveredge Dr Unit 19, Winsted, CT 06098

  Don't miss your chance to own this beautiful Riveredge condo as these condos go under contract within hours! In the kitchen you will find brand new Stainless Steel appliances as well as brand new cupboards and counters! Freshly painted throughout and new carpet on stairs and second floor. Also, a brand new water tank has been installed! Nothing for you to do but move your belongings in and enjoy

  Maria Smith KW Legacy Partners

  19 Riveredge Dr Unit 19, Winsted, CT 06098
• 

  Est $441,000 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,969 Sq Ft

  319 Taylor Brook Rd, Winsted, CT 06098

  319 Taylor Brook Rd, Winsted, CT 06098
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  /16

  $315,000

  • 4 Beds
  • 3 Baths
  • 2,861 Sq Ft

  267 Rockwell St, Winsted, CT 06098

  Great opportunity to own a spacious, fully rented 3-family property on a level .86 acre lot, just a short walk to Highland Lake. This home includes a 2-3 bedroom multi level apartment as well as two 1 bedroom apartments, ideal for tenants or extended family. The property features a large parking area and 3 garage spaces, perfect for storage or added rental value. Enjoy the open yard, and a

  Austin Brochu Sullivan Real Estate Inc

  267 Rockwell St, Winsted, CT 06098
• 

  $269,900 Sold Jun 25, 2025

  • 1,424 Sq Ft
  • $190/SF
  • 31 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1948

  115 Stanton Ave, Winsted, CT 06098

  Step inside this charming Cape Cod style home as you walk in the front door your in a large living room with wood floors, big picture window and lots of sunshine and seasonal views. The kitchen is bright and sunny and has room for a large table. The master bedroom is also on the main level and features double closets and wood floors. The full bath is also on this level . There is a cozy sunroom

  Mary Mary LeBlanc Realty

  115 Stanton Ave, Winsted, CT 06098
• 

  Est $255,865 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  39 Rockwell St, Winsted, CT 06098

  39 Rockwell St, Winsted, CT 06098
• 

  

  /19

  $287,750

  • 4 Beds
  • 1 Bath
  • 1,492 Sq Ft

  12 Cherry St, Winsted, CT 06098

  This Home is Modern day updates Meets Old World Charm...The Updated Kitchen offers granite counter tops, custom cabinetry, tile flooring, and a pantry with Washer/ dryer hookups for convenience.. You'll find a formal dining room with hardwood floors, A main level bedroom, large living room with French doors and open stair case that leads to the upstairs.. Also on the Main level you'll find a

  Sue MCGHEE The Washington Agency

  12 Cherry St, Winsted, CT 06098
• 

  $255,000 Sold Jun 24, 2025

  • 1,524 Sq Ft
  • $167/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  10 Meeting House Rd, Winsted, CT 06063

  3 Bedroom Split Level Ranch on 1.4 acres awaiting your creativity. Hardwood floors, newer siding and roof (6 Yrs) and large open Living room. To be sold "as is". Bring your ideas to this affordable property. Barkhamsted is home to great recreation including Barkhamsted Reservoir, Peoples state forest and the designated wild and scenic Farmington River.

  Scott Holmes William Pitt Sotheby's Int'l

  10 Meeting House Rd, Winsted, CT 06063
• 

  Est $202,508 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  111 Riverton Rd Unit 30, Winsted, CT 06098

  111 Riverton Rd Unit 30, Winsted, CT 06098
• 

  

  /14

  $224,900

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft

  99 Norfolk Rd, Winsted, CT 06098

  99 Norfolk Rd, Winsted CT - Opportunity Knocks! This cute 3-bedroom Cape sits proudly on 1.3 acres and is ready for its next chapter! With vinyl siding, replacement windows, and a lovely setting perched high up from the road, the bones are here-now it just needs your vision. For those seeking an investment opportunity or ready to roll up their sleeves and bring this gem back to life, this could

  Lisa McCarthy Coldwell Banker Realty

  99 Norfolk Rd, Winsted, CT 06098
• 

  $113,000 Sold Jun 23, 2025

  • 570 Sq Ft
  • $198/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1985

  11 Gibbs St Unit 9, Winsted, CT 06098

  Welcome to easy, one-level living in this rarely available first-floor end unit at Gilbert Commons! This well-maintained 1 bedroom, 1 full bathroom condo offers approximately 570 square feet of comfortable living space with plenty of natural light and privacy. Inside, you'll find a spacious living room, a well-appointed kitchen with generous cabinet storage, and your own dedicated laundry room.

  David Sartirana Northwest CT Realty

  11 Gibbs St Unit 9, Winsted, CT 06098
• 

  Est $269,980 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  36 Charles St, Winsted, CT 06098

  36 Charles St, Winsted, CT 06098
• 

  

  /39

  $779,900

  • 3 Beds
  • 3.5 Baths
  • 4,953 Sq Ft

  111 South Rd, Winsted, CT 06098

  Perched up higher than the rest with sweeping views up a private driveway in beautiful Winchester Center you'll find this custom built 4,953 sq ft Colonial nestled in on 3.97 serene & bucolic acres. For the car enthusiasts, you'll see a 3 bay garage that can fit up to at least 7 cars if lifts are installed including a bonus 2 car tandem garage within the 3 bays. Plenty of room for oversized

  Dawn Rousseau Showcase Realty, Inc.

  111 South Rd, Winsted, CT 06098
• 

  $460,000 Sold Jun 20, 2025

  • 3,021 Sq Ft
  • $152/SF
  • 128 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1875

  288 Torringford St, Winsted, CT 06098

  Welcome to this charming four-bedroom antique home that is beautifully renovated to blend timeless character with modern comforts. As you step inside you'll be greeted by the warmth of refinished hardwood floors and an inviting living room featuring a cozy fireplace and built-in bookcases perfect for relaxing or entertaining. The heart of the home is the brand-new kitchen boasting sleek granite

  Mark Porriello RE/MAX Right Choice

  288 Torringford St, Winsted, CT 06098
• 

  Est $430,658 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,588 Sq Ft

  43 Spencer St, Winsted, CT 06098

  43 Spencer St, Winsted, CT 06098
• 

  

  /40

  $1,595,000

  • 5 Beds
  • 2 Baths
  • 3,693 Sq Ft

  424 E Wakefield Blvd, Winsted, CT 06098

  Stunning Lakehouse! Victorian charm! One of the earliest Highland Lake homes with extensive custom upgrades and quality renovation. A true lakefront sanctuary offering spacious living areas, extensive outdoor living areas and wide open lake views offering South and West exposure for incredible sunsets. Lakefront dock system with hydraulic boat lift, Recently renovated kitchen /dining with newer

  KAREN NEWTON William Pitt Sotheby's Int'l

  424 E Wakefield Blvd, Winsted, CT 06098
• 

  $280,000 Sold Jun 16, 2025

  • 1,424 Sq Ft
  • $197/SF
  • 110 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  174 Boyd St, Winsted, CT 06098

  A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is large and spacious and off the kitchen in the back is a lovely sunroom with a fireplace (natural gas) that has sliders

  Margaret Alexson Elyse Harney Real Estate

  174 Boyd St, Winsted, CT 06098
• 

  Est $202,267 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft

  111 Riverton Rd Unit 88, Winsted, CT 06098

  111 Riverton Rd Unit 88, Winsted, CT 06098
• 

  

  /4

  $44,000

  • Land
  • 0.41 Acre
  • $107,317 per Acre

  130 Alpha Ave, Winsted, CT 06098

  Discover the Perfect Canvas for Your Dream Home in Winchester, Connecticut! This exceptional .41-acre parcel (owner reports closer to .5 ac) combines eight contiguous lots to create a prime opportunity for building your ideal residence. Nestled in the serene surroundings of the Highland Lake neighborhood, the property is lightly wooded with mature, straight-standing hardwoods and features a

  Suzie Larson Turning Point Realty, LLC

  130 Alpha Ave, Winsted, CT 06098
• 

  $495,000 Sold Jun 09, 2025

  • 754 Sq Ft
  • $656/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1911

  704 W Wakefield Blvd, Winsted, CT 06098

  Quintessential New England Lake Cottage! Three season sweet lakefront retreat with charm and character on Highland Lake - one of CT's largest lakes. Waterfront dock, deck offering long views over the lake and plenty of seating for family bbq's. Recently remodeled kitchen, charming livingroom with stone fireplace, hardwood floors, beams, newer windows / sliding doors, half bath and shower lower

  KAREN NEWTON William Pitt Sotheby's Int'l

  704 W Wakefield Blvd, Winsted, CT 06098
• 

  Est $368,546 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,608 Sq Ft

  155 West Rd, Winsted, CT 06098

  155 West Rd, Winsted, CT 06098
• 

  

  /39

  $995,000

  • 4 Beds
  • 2 Baths
  • 3,088 Sq Ft

  469 Platt Hill Rd, Winsted, CT 06098

  HOME-LAND -BARN. A TRUE NEW ENGLAND CLASSIC PROPERTY IN A POST CARD SETTING! For the Discerning Customer, whether You're an ANTIQUARIAN, HORSE & ANIMAL LOVER, or just seeking for a PEACEFUL & TRANQUIL LOCATION, this LITCHFIELD COUNTY HOME could possibly fit your Criteria. Stately 1789 11 Room 3,088 Sq. Ft. Colonial expresses Love, Warmth & Care. From the Solid Beams, Chestnut Wide-Board Floors,

  Marshall Cohen Cohen Agency

  469 Platt Hill Rd, Winsted, CT 06098
• 

  $286,000 Sold Jun 09, 2025

  • 1,440 Sq Ft
  • $199/SF
  • 25 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1927

  421 Unity Place, Winsted, CT 06098

  UPDATED | SERENE | CHARMING | 2 LOTS | This Highland Lake retreat is ideal for the 1st time homeowner, getaway retreat or investment opportunity. Nestled in New England's natural beauty, you are sure to enjoy your lush surroundings & stunning views, truly a nature lovers delight. 3+ generous bedrooms, 2 full bathrooms, dining room, fireplaced living room, updated kitchen with stainless

  Michelle Lorenzetti Premier Re Group LLC

  421 Unity Place, Winsted, CT 06098
• 

  Est $363,105 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,594 Sq Ft

  133 E Wakefield Blvd, Winsted, CT 06098

  133 E Wakefield Blvd, Winsted, CT 06098

Showing Results 41 - 80, Page 2 of 18